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40407

Sigma-Aldrich

1,7-Dimethyluric acid

≥97.0% (HPLC)

Synonym(s):

1,7-Dimethyl-2,6,8-trihydroxypurine

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About This Item

Empirical Formula (Hill Notation):
C7H8N4O3
CAS Number:
Molecular Weight:
196.16
Beilstein/REAXYS Number:
219682
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (HPLC)

SMILES string

CN1C(=O)NC2=C(N(C)C(=O)N2)C1=O

InChI

1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14)

InChI key

NOFNCLGCUJJPKU-UHFFFAOYSA-N

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General description

1,7-Dimethyluric acid is an important metabolite of caffeine. Electrochemical oxidation of 1,7-dimethyluric acid was studied over a wide pH range of 2.2-10.3 at solid electrodes.

Application

1,7-Dimethyluric acid is the suitable reagent used for the simultaneous determination of plasma levels of theophylline and its metabolites without interference from caffeine or caffeine metabolites by HPLC.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J Kizu et al.
Biomedical chromatography : BMC, 13(1), 15-23 (1999-04-07)
A high performance liquid chromatography (HPLC) method has been developed for the simultaneous determination of plasma levels of theophylline and its metabolites without interference from caffeine or caffeine metabolites. The method is simple and of practical use because it is
Electrochemical and peroxidase catalysed oxidation of 1, 7-dimethyluric acid and effect of methyl groups on the oxidation mechanism.
Goyal RN, et al.
J. Chem. Soc. Perkin Trans. II, 6, 1153-1159 (1996)
E Asprodini et al.
The Journal of pharmacology and experimental therapeutics, 368(2), 262-271 (2018-12-29)
The purpose of the study was to determine whether the in vivo activities of drug-metabolizing enzymes CYP1A2 and CYP2A6, xanthine oxidase (XO), and N-acetyltransferase-2 (NAT2) vary across the menstrual cycle. Forty-two healthy women were studied at early follicular phase (EFP:
M Vincent-Viry et al.
Genetic epidemiology, 11(2), 115-129 (1994-01-01)
Human acetylation phenotypes were determined with caffeine (137X) as the test substance, improved by measuring urinary caffeine metabolites with a previously described HPLC method. Caffeine, 5-acetylamino-6-formylamino-3-methyluracil (AFMU), 1-methylxanthine (IX), 1-methyluric acid (IU), 1,7-dimethylxanthine (17X), and 1,7-dimethyluric acid (17U) were quantified.
M E Campbell et al.
Clinical pharmacology and therapeutics, 42(2), 157-165 (1987-08-01)
Systemic caffeine clearance and urinary metabolite profiles were determined in 15 subjects with diverse exposure histories to cytochrome P-450 inducers (cigarette smoke) and inhibitors (oral contraceptive steroids). A correlation was observed between caffeine clearance and a urinary ratio based on

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